L-JNKi 1 trifluoroacetate salt

• Catalog No.: J2580
• M. F.: C166H287F3N66O42
• M. W.: 3936.4671896
• Purity: ≥98% (HPLC)

SYNONYMS

• IUPAC name: (3S)-3-[(2S)-2-[(2S)-2-[(2S)-2-{[(2S)-1-[(2S)-2-[(2S)-2-{[(2S)-1-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S,3R)-2-[(2S,3R)-2-{[(2S)-1-[(2S)-2-[(2S)-6-amino-2-{[(2S)-1-[(2S)-2-{[(2S)-1-[(2S)-1-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-6-amino-2-[(2S)-2-(2-aminoacetamido)-5-carbamimidamidopentanamido]hexanamido]hexanamido]-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido]-4-carbamoylbutanamido]-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido]-5-carbamimidamidopentanoyl]pyrrolidine-2-carbonyl]pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanoyl]pyrrolidin-2-yl]formamido}hexanamido]-5-carbamimidamidopentanoyl]pyrrolidin-2-yl]formamido}-3-hydroxybutanamido]-3-hydroxybutanamido]-4-methylpentanamido]-3-carbamoylpropanamido]-4-methylpentanamido]-3-phenylpropanoyl]pyrrolidin-2-yl]formamido}-4-carbamoylbutanamido]-3-methylbutanoyl]pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanamido]-3-hydroxypropanamido]-4-carbamoylbutanamido]-3-carbamoylpropanoic acid; trifluoroacetic acid
• IUPAC Traditional name: (3S)-3-[(2S)-2-[(2S)-2-[(2S)-2-{[(2S)-1-[(2S)-2-[(2S)-2-{[(2S)-1-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S,3R)-2-[(2S,3R)-2-{[(2S)-1-[(2S)-2-[(2S)-6-amino-2-{[(2S)-1-[(2S)-2-{[(2S)-1-[(2S)-1-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-6-amino-2-[(2S)-2-(2-aminoacetamido)-5-carbamimidamidopentanamido]hexanamido]hexanamido]-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido]-4-carbamoylbutanamido]-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido]-5-carbamimidamidopentanoyl]pyrrolidine-2-carbonyl]pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanoyl]pyrrolidin-2-yl]formamido}hexanamido]-5-carbamimidamidopentanoyl]pyrrolidin-2-yl]formamido}-3-hydroxybutanamido]-3-hydroxybutanamido]-4-methylpentanamido]-3-carbamoylpropanamido]-4-methylpentanamido]-3-phenylpropanoyl]pyrrolidin-2-yl]formamido}-4-carbamoylbutanamido]-3-methylbutanoyl]pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanamido]-3-hydroxypropanamido]-4-carbamoylbutanamido]-3-carbamoylpropanoic acid; trifluoroacetic acid

DATABASE IDS

• MDL Number: MFCD12912420

PROPERTIES

• Empirical Formula (Hill Notation): C164H286N66O40 · xC2HF3O2
• Purity: ≥98% (HPLC)
• Apperance: white powder
• Apperance: solid
• Solubility: H2O: >1 mg/mL
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C
• German water hazard class: nwg

DETAILS

Description (English)

Amino Acid Sequence
Gly-Arg-Lys-Lys-Arg-Arg-Gln-Arg-Arg-Arg-Pro-Pro-Arg-Pro-Lys-Arg-Pro-Thr-Thr-Leu-Asn-Leu-Phe-Pro-Gln-Val-Pro-Arg-Ser-Gln-Asp-NH2
Biochem/physiol Actions
The L-JNKi 1 and the protease resistant, all-D retro-inverso form, D-JNKi peptides represent the only potent inhibitors specific for JNK (JNK1, JNK2 and JNK3). Different from chemical inhibitors that directly affect kinase activity e.g. by competing with the ATP-binding site of the protein kinase, they rather inhibit the interaction between JNK and its substrate, resulting in a JNK K.O. phenotype. In contrast to pure diffusion they are actively transported into cells, where they remain until their proteolytic degradation. The c-Jun N-terminal kinases (JNK1, 2, 3), members of the mitogen-activated protein kinase (MAPK) superfamily, are activated by a wide variety of extracellular stimuli such as inflammatory cytokines, heat shock and ischemia.Targets of JNKs are mostly transcription factors, including c-Jun, activating transcription factor(ATF) 2, and ETS-containing factors such as Elk1. Other targets having function regulated by JNK-mediated phosphorylation include insulin receptor substrate 1 and Bcl-2.

Description (简体中文)

Amino Acid Sequence
Gly-Arg-Lys-Lys-Arg-Arg-Gln-Arg-Arg-Arg-Pro-Pro-Arg-Pro-Lys-Arg-Pro-Thr-Thr-Leu-Asn-Leu-Phe-Pro-Gln-Val-Pro-Arg-Ser-Gln-Asp-NH2
Biochem/physiol Actions
The L-JNKi 1 and the protease resistant, all-D retro-inverso form, D-JNKi peptides represent the only potent inhibitors specific for JNK (JNK1, JNK2 and JNK3). Different from chemical inhibitors that directly affect kinase activity e.g. by competing with the ATP-binding site of the protein kinase, they rather inhibit the interaction between JNK and its substrate, resulting in a JNK K.O. phenotype. In contrast to pure diffusion they are actively transported into cells, where they remain until their proteolytic degradation. The c-Jun N-terminal kinases (JNK1, 2, 3), members of the mitogen-activated protein kinase (MAPK) superfamily, are activated by a wide variety of extracellular stimuli such as inflammatory cytokines, heat shock and ischemia.Targets of JNKs are mostly transcription factors, including c-Jun, activating transcription factor(ATF) 2, and ETS-containing factors such as Elk1. Other targets having function regulated by JNK-mediated phosphorylation include insulin receptor substrate 1 and Bcl-2.